Butera L, Englard S, Blanchard J S, Avigad G
Carbohydr Res. 1986 May 1;148(2):179-88. doi: 10.1016/s0008-6215(00)90386-0.
The mono- (2) and bis-phosphate (3) derivatives of D-threo-2,5-hexodiulose (1) (5-keto-D-fructose) were synthesized enzymically and purified by anion-exchange chromatography. The proportions, sizes of ring, and anomeric configurations were determined by F.t. 31P- and 13C-n.m.r. spectroscopy. Compound 2 was found to exist preponderantly (70-78%) in the beta-pyranose form with the remainder existing in the 2R,5R-furanose form. Compound 3 assumes two different furanose forms in solution, one (77-84%) being the 2R,5R-furanose form and the other the 2S,5R-furanose form.
通过酶法合成了D-苏式-2,5-己二酮(1)(5-酮-D-果糖)的单磷酸酯(2)和双磷酸酯(3),并通过阴离子交换色谱法进行纯化。通过傅里叶变换31P和13C核磁共振光谱确定了其比例、环的大小和异头构型。发现化合物2主要以β-吡喃糖形式存在(70 - 78%),其余以2R,5R-呋喃糖形式存在。化合物3在溶液中呈现两种不同的呋喃糖形式,一种(77 - 84%)为2R,5R-呋喃糖形式,另一种为2S,5R-呋喃糖形式。